Single Family Homes for Sale in Chesterton, IN

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Welcome to your dedicated resource for single family homes for sale in Chesterton, IN. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesterton, IN agent, Kimberly Sut Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Chesterton, IN

$599,000

3 Beds ⋅ 3 Baths ⋅ 844240 MLS ⋅ 2,854 SqFt. ⋅ Vince Kisala

Rarely available home in the sought after Tamarack subdivision. Elegant custom-built brick ranch with impressive curb appeal, lush landscaping, and a grand columned entry. Soaring ceilings, arched openings, abundant natural light, and hardwood floors create an inviting interior, while the spacious living room features a fireplace and flows easily into the formal dining room and breakfast area. The kitchen offers rich wood cabinetry, generous counter space, stainless steel appliances, a center island, and a built-in oven and microwave installed in 2022. The primary suite includes vaulted ceilings, plantation shutters, dual vanities, a walk-in tub, separate shower, and walk-in closets. Highlights include main-level laundry, furnace and central air replaced in 2020, a 2026 garage door opener, exterior railings, a huge unfinished basement with an egress window and flexible studio, recreation, hobby, and storage space. Enjoy the resurfaced covered patio, colorful gardens, and private tree-lined backyard.

1910 Catkin Circle, Chesterton

Listing courtesy of Vince Kisala from Coldwell Banker Real Estate Gr.

$529,900

3 Beds ⋅ 3 Baths ⋅ 842683 MLS ⋅ 2,162 SqFt. ⋅ Paul Boyter

Discover the perfect blend of thoughtful design, modern comfort, and peaceful surroundings in this new construction home. Offering over 2,100 square feet in The Preserve, this premium homesite is uniquely positioned with protected wetlands bordering one side and extending behind the backyard, creating exceptional privacy and picturesque year-round views. The open-concept floor plan seamlessly connects the kitchen, dining area, and great room, creating an inviting space for everyday living and entertaining. A covered rear porch extends the living space outdoors, providing the perfect spot to enjoy morning coffee or unwind while overlooking the natural landscape. At the heart of the home, the kitchen features classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space, blending timeless style with everyday functionality. The main-level primary suite offers the ease of first-floor living with a spacious retreat featuring a dual-sink vanity, soaking tub, tiled walk-in shower, and oversized walk-in closet. A powder room, laundry/mudroom, and attached two-car garage complete the main level. Upstairs, two additional bedrooms, a full bath, and a versatile loft provide flexible space for a home office, media room, playroom, fitness area, or additional lounge. Premium features include 42-inch soft-close cabinetry, luxury vinyl plank flooring throughout the main living areas, a fireplace, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a finished two-car garage. Buyers also have the opportunity to personalize select interior finishes during construction. Located within The Preserve, a thoughtfully planned community spanning more than 90 acres of protected natural landscape, residents enjoy privacy, scenic beauty, and everyday convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line and Indiana Dunes.

1036 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$525,500

3 Beds ⋅ 2 Baths ⋅ 842682 MLS ⋅ 1,894 SqFt. ⋅ Paul Boyter

Beautiful new construction ranch, offering nearly 1,900 square feet of thoughtfully designed living space in The Preserve. Situated on a premium homesite bordering protected wetlands, this home offers serene views, added privacy, and a peaceful natural setting. The open-concept floor plan seamlessly connects the kitchen, dining area, and great room, extending to a private rear deck perfect for outdoor dining, relaxing, or entertaining. Large Andersen windows and elevated ceilings fill the home with natural light, creating a bright atmosphere. The well-designed layout includes three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or additional living space. The kitchen blends timeless style and everyday functionality with classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space. The spacious primary suite offers a private retreat with a dual-sink vanity, beautifully tiled walk-in shower, expansive walk-in closet, and an additional oversized closet for exceptional storage. A standout feature is the unfinished daylight basement overlooking the protected wetlands, complete with full-size windows that provide abundant natural light. Future expansion offers endless possibilities for a recreation room, home gym, media room, guest suite, home office, or additional bedrooms. Plumbing is already roughed in for a future full bathroom, making it easy to customize as your needs evolve. Premium features include 42-inch soft-close cabinetry, LVP flooring throughout the main living areas, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a two-car garage. Located within The Preserve, a thoughtfully planned community spanning 90 acres of protected natural landscape, residents enjoy privacy and convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line, and Indiana Dunes.

1002 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$519,900

3 Beds ⋅ 2 Baths ⋅ 842680 MLS ⋅ 1,851 SqFt. ⋅ Paul Boyter

Beautiful new construction ranch, offering nearly 1,900 square feet of thoughtfully designed living space in The Preserve. Set on a premium homesite overlooking a wooded natural buffer, this home offers peaceful views and a tranquil setting. The open-concept floor plan seamlessly connects the kitchen, dining area, and living room, extending to a private rear deck overlooking the wooded backdrop, perfect for relaxing or entertaining. Large Andersen windows and elevated ceilings fill the home with natural light, creating a bright, airy atmosphere throughout. Designed for both style and functionality, the kitchen features classic shaker cabinetry, stainless steel appliances, a generous pantry, large island, and abundant counter space for everyday living and entertaining. The spacious primary suite offers a private retreat with a dual-sink vanity, tiled walk-in shower, expansive walk-in closet, and an additional oversized closet for exceptional storage. A standout feature is the unfinished daylight basement overlooking the natural wetlands, complete with full-size windows that provide abundant natural light. Designed for future expansion, the lower level can easily become a recreation room, home gym, media room, guest suite, home office, or additional bedrooms. Plumbing is already roughed in for a future full bathroom, providing even more flexibility to customize the space. Premium features include 42-inch soft-close cabinetry, LVP throughout the main living areas, fireplace, Andersen windows, a high-efficiency HVAC system, professionally designed landscaping, and a finished two-car garage. Buyers also have the opportunity to personalize select interior finishes during construction. Located within The Preserve, a thoughtfully planned community spanning 90 acres of protected natural landscape, enjoy privacy and convenience just 40 miles SE of Chicago, with easy access to shopping, dining, highly rated schools, commuter routes, the South Shore Line, and Indiana Dunes.

1003 Preserve Lane, Chesterton

Listing courtesy of Paul Boyter from McColly Real Estate.

$349,900

4 Beds ⋅ 2 Baths ⋅ 843482 MLS ⋅ 1,828 SqFt. ⋅ Melissa Capellari

Move-in ready and loaded with updates, this turn-key tri-level offers the space, style, and location today's buyers are searching for. Situated in the award-winning Duneland School District, you'll enjoy being just minutes from downtown Chesterton, the Indiana Dunes National Park, Lake Michigan beaches, the South Shore Line, Coffee Creek Preserve, shopping, dining, and major commuter routes. Inside, the sunny living room welcomes you with fresh paint & neutral decor The country kitchen features brand-new quartz countertops, a pantry, a full appliance package, and sliding door access to the backyard--perfect for everyday living and entertaining. The lower level adds valuable flexible space with brand-new carpet, a cozy brick fireplace, a fourth bedroom, a 3/4 bath, dedicated laundry room, and plenty of storage. Upstairs, retreat to a spacious primary bedroom along with two additional bedrooms and an updated full bath featuring new quartz countertops. Step outside to enjoy the freshly painted deck with a Sunsetter shade, a storage shed, and a generous backyard with room for gardening, pets, play, or outdoor gatherings. The heated 2.5-car garage provides ample space for vehicles, hobbies, and extra storage. Recent updates include new paint, new carpet, new quartz countertops in the kitchen and bathrooms, updated fixtures, and a new HVAC system (2022), making this home truly move-in ready. Schedule your private showing today!

2342 Westwood Lane, Chesterton

Listing courtesy of Melissa Capellari from Coldwell Banker Real Estate Gr.

$259,900

2 Beds ⋅ 1 Baths ⋅ 842889 MLS ⋅ 1,204 SqFt. ⋅ Diane Cline

515 S Park Drive, Chesterton

Listing courtesy of Diane Cline from McColly Real Estate.

$875,000

5 Beds ⋅ 5 Baths ⋅ 842756 MLS ⋅ 6,360 SqFt. ⋅ Alexis Metcalf

Step into a timeless masterpiece where history, craftsmanship, and tradition come together in one of Chesterton's most iconic neighborhoods. Proudly positioned at the heart of this cherished community on ONE ACRE this extraordinary three-story residence has been lovingly preserved while offering the space and amenities desired for modern living. Rich in architectural character, the home showcases stunning original details including exquisite tilework, handcrafted wood paneling, custom cabinetry, and elegant millwork that speak to a bygone era of unparalleled craftsmanship. Grand entertaining spaces include a stately formal dining room, a classic butler's pantry, and beautifully proportioned living areas designed for memorable gatherings. Offering 5 spacious bedrooms and 5 baths, the home seamlessly blends historic elegance with exceptional comfort. A rare indoor pool provides year-round enjoyment, while the enchanting English garden creates a private sanctuary of manicured beauty and quiet reflection. More than a home, this is a time honored property--a place where generations have celebrated holidays, hosted gatherings, and created lasting memories. Opportunities to own a residence of this significance are exceptionally rare. For those who appreciate history, timeless architecture, and the privilege of becoming the next steward of an extraordinary legacy, this is truly a once-in-a-lifetime offering.

229 E Morgan Avenue, Chesterton

Listing courtesy of Alexis Metcalf from Seramur Properties, LLC.

$575,000

3 Beds ⋅ 3 Baths ⋅ 842133 MLS ⋅ 2,173 SqFt. ⋅ Tonia Dragon

PROPOSED CONSTRUCTION-Welcome to the Sonoma in Easton Park! This stunning custom-built, 1.5-story home offers over 2,100 square feet of luxury living with 3 bedrooms, 2.5 baths and a 3-car garage, all situated on a desirable corner lot. Step inside to a spacious foyer featuring a private office and convenient half bath before entering the impressive open-concept living space. The great room showcases beautiful hardwood floors, a custom fireplace, solid-core doors, an upgraded trim package and quality craftsmanship throughout. The kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, stainless steel appliances and a large walk-in pantry. The main-level primary suite offers a relaxing retreat with double sinks, a soaking tub and a spacious walk-in closet. Upstairs, you'll find two additional bedrooms...each with its own walk-in closet...a full bath, and a huge loft offering flexible space for a second living area, playroom, or entertainment space. Additional highlights include energy-smart features, zoned high-efficiency HVAC, a whole-home humidifier, fresh air intake, R-20 basement insulation, an egress window for a possible future bedroom and rough-in plumbing for a future bathroom. Located in the desirable Easton Park neighborhood, this home offers convenient access to Indiana Dunes National Park, the South Shore Line, major expressways, shopping, dining, and award-winning schools. Experience luxury, quality craftsmanship and thoughtful design in the Sonoma!

801 Ashwood Lane, Chesterton

Listing courtesy of Tonia Dragon from Better Homes and Gardens Real.

$629,900

4 Beds ⋅ 4 Baths ⋅ 842114 MLS ⋅ 2,878 SqFt. ⋅ Stefanie Neal

Perfectly positioned along the fairways of Sand Creek Country Club, this beautifully updated 4-bedroom, 3.5-bath home offers timeless design, modern improvements, and exceptional golf course views. A grand foyer welcomes you into a thoughtfully designed floor plan featuring a private home office, formal dining room, and inviting living room anchored by a cozy fireplace and expansive windows overlooking the course. The remodeled kitchen is the heart of the home, showcasing quartz countertops, custom cabinetry, stainless steel appliances, a generous center island, subway tile backsplash, and a bright breakfast area that flows effortlessly into the spectacular sunroom. Bathed in natural light from soaring windows and skylights, this versatile space offers panoramic views of the backyard and golf course, making it the perfect place to relax or entertain year-round. The spacious primary suite provides a peaceful retreat with two walk-in closets and a beautifully renovated spa-inspired bath featuring a custom tiled walk-in shower, infrared sauna, and premium finishes. Upstairs, you'll find three generously sized bedrooms, including a private en-suite and a Jack-and-Jill bath, providing comfort and privacy for family and guests alike. An unfinished basement offers endless possibilities for future living space, fitness, recreation, or storage. Outside, enjoy the beautifully landscaped yard, expansive deck, and picturesque setting overlooking one of Indiana's premier golf communities. With quality updates throughout, generous living spaces, and an unbeatable location in the Sand Creek Subdivision, this is a rare opportunity to enjoy refined golf course living while having easy access to Chicago, The Dunes, Lake Michigan and more!

1591 Hogan Avenue, Chesterton

Listing courtesy of Stefanie Neal from BHHS Indiana Realty.

$353,900

4 Beds ⋅ 2 Baths ⋅ 840771 MLS ⋅ 1,975 SqFt. ⋅ Geremy Rinker

This is the opportunity you've been waiting for at 3624 Fairway Drive in Chesterton's Golfview Estates! Offering nearly 2,000 square feet, this 4-bedroom, 2-bath quad-level delivers the space, versatility, and location today's buyers are searching for. Inside, vaulted ceilings and warm bamboo hardwood flooring welcome you into a home featuring multiple living areas, a fireplace, and flexible spaces for entertaining, relaxing, or working from home. Step outside to a spacious corner lot and expansive two-tier deck--an ideal setting for cookouts, gatherings, or quiet evenings outdoors. Golfview Estates offers neighborhood walking opportunities, a playground, and a park, while the Indiana Dunes National Park, nearby trails, South Shore Line, shopping, dining, and major highways are all within convenient reach. Located within the Duneland School Corporation, this home brings together generous living space, a well-established neighborhood, and excellent access to everything Chesterton and Northwest Indiana have to offer. The opportunity is here--schedule your showing and make 3624 Fairway Drive your next home!

3624 Fairway Drive, Chesterton

Listing courtesy of Geremy Rinker from @properties/Christie's Intl RE.

$364,999

3 Beds ⋅ 3 Baths ⋅ 840573 MLS ⋅ 2,109 SqFt. ⋅ Daniel Meyer

Fresh updates, inviting spaces, and a fantastic Chesterton location make this ranch one you'll want to see! Featuring a newer roof , 3 bedrooms, 3 bathrooms, and an impressive 3 fireplaces, this home offers plenty of space to settle in and make your own. Inside, you'll find a comfortable, thoughtfully designed layout with generous living areas that provide flexibility for everyday life, entertaining, or simply relaxing at home. When the temperatures drop, choose your favorite fireplace and enjoy a cozy Indiana evening. Ready to unwind even more? Step outside and enjoy a relaxing soak in the NEW HOT TUB! The ranch-style layout offers the convenience of single-level living, while the location puts you just minutes from downtown Chesterton, parks, schools, shopping, dining, the South Shore Line, and major highways. With a new roof, spacious layout, unique fireplace features, and a location that keeps you connected to everything Chesterton and Northwest Indiana have to offer, this home is ready for its next chapter. Schedule your private showing and come experience it for yourself!

117 Washington Avenue, Chesterton

Listing courtesy of Daniel Meyer from Listing Leaders.

$315,000

3 Beds ⋅ 3 Baths ⋅ 840225 MLS ⋅ 3,484 SqFt. ⋅ Brian Manning

Welcome to 1622 Port Cove Dr in Porter, Indiana -- a charming 3-bedroom, 3-bathroom tri-level home offering approximately 1,742 square feet of comfortable living space. This residence blends functionality and relaxation in a desirable neighborhood and is ready for some fresh updates. Homeowners are motivated to sell. Step inside to find a spacious and inviting layout. The tri-level design provides excellent separation of spaces: the main level features an eat-in kitchen and living areas perfect for everyday living and entertaining, while the upper level offers private bedroom retreats, including a main bedroom with its own ensuite bathroom. Three full bathrooms ensure convenience for everyone in the household. The highlight of this home is the fenced backyard oasis. Enjoy summer days on the large deck, cool off in the above-ground pool, or gather around the fire pit for evenings under the stars. With plenty of room to play or garden, this outdoor space is ready for memories. A 2-car garage adds practical convenience for parking and storage. Located in Porter, you're just minutes from the stunning Indiana Dunes National Park and State Park, with miles of beaches, hiking trails, and Lake Michigan views. The vibrant Chesterton area offers excellent amenities including shops, restaurants, schools, and easy access to major routes -- perfect for commuters while still providing a peaceful suburban feel. This tri-level home combines comfort, outdoor enjoyment, and unbeatable location. With motivated sellers and a home ready for your personal updates, don't miss your chance to make it yours!

1622 Port Cove Drive, Chesterton

Listing courtesy of Brian Manning from Listing Leaders.

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Updated . Information deemed reliable but not guaranteed.

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.

Single Family Homes for Sale in Chesterton, IN

All Single Family Homes for Sale in Chesterton, IN

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